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ChemicalBook CAS DataBase List 1-(2-(TRIMETHYLSILYL)ETHOXYCARBONYLOXY)&

1-(2-(TRIMETHYLSILYL)ETHOXYCARBONYLOXY)& synthesis

4synthesis methods
74124-79-1 Synthesis
N,N'-Disuccinimidyl carbonate

74124-79-1
453 suppliers
$5.00/5g

2916-68-9 Synthesis
2-(Trimethylsilyl)ethanol

2916-68-9
315 suppliers
$13.00/5g

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Yield:78269-85-9 84%

Reaction Conditions:

with triethylamine in acetonitrile at 20; for 3 h;

Steps:


Compound 41; TEA (21.9 mL, 155.6 mmol, 3.0 eq.) was added to 2-trimethylsilanyl- ethanol (7.4 mL, 51.88 mmol, 1.0 eq.) in 260 mL MeCN, followed by di- succinimidyl carbonate (20 g, 1.5 eq.). The reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated and extracted using EtOAc/ saturated NaHCO3. The organic layer was concentrated after dried over Na2SO4. Ether (100 mL) was added to the residue to form a precipitate. The precipitate was filtered and dried to give Compound 41 as a white solid (11.1 g, 84%). 1H NMR (300 MHz, CDCl3): δ 4.42 (t, 3 H), 2.82 (s, 4 H), 1.16 (t, 2 H), 0.1 (s, 9 H).

References:

GILEAD SCIENCES, INC. WO2008/11117, 2008, A2 Location in patent:Page/Page column 491

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